| 14 Oct 10 | K. Naughton Kyle Naughton |  Tottenham HotspurTOT | → |  Leicester CityLEI | Loan |
| 14 Oct 10 | K. Naughton Kyle Naughton | Tottenham HotspurTOT | → | Leicester CityLEI | Loan |
| 27 Sept 10 | S. Caulker Steven Caulker | Tottenham HotspurTOT | → |  Bristol CityBRC | Loan |
| 27 Sept 10 | S. Caulker Steven Caulker | Tottenham HotspurTOT | → | Bristol CityBRC | Loan |
| 24 Sept 10 | P. M'Poku Paul-José M'Poku | Tottenham HotspurTOT | → |  Leyton OrientLEY | Loan |
| 23 Sept 10 | J. Livermore Jake Livermore | Tottenham HotspurTOT | → |  Ipswich TownIPS | Loan |
| 23 Sept 10 | J. Livermore Jake Livermore | Tottenham HotspurTOT | → | Ipswich TownIPS | Loan |
| 23 Sept 10 | A. Smith Adam Smith | Tottenham HotspurTOT | → |  AFC BournemouthBOU | Loan |
| 13 Sept 10 | K. Walker Kyle Walker | Tottenham HotspurTOT | → |  Queens Park RangersQPR | Loan |
| 13 Sept 10 | K. Walker Kyle Walker | Tottenham HotspurTOT | → | Queens Park RangersQPR | Loan |
| 09 Sept 10 | D. Rose Danny Rose | Tottenham HotspurTOT | → | Bristol CityBRC | Loan |
| 09 Sept 10 | D. Rose Danny Rose | Tottenham HotspurTOT | → | Bristol CityBRC | Loan |
| 31 Aug 10 | R. van der Vaart Rafael van der Vaart |  Real MadridMAD | → | Tottenham HotspurTOT | 8000000 |
| 31 Aug 10 | S. Pletikosa Stipe Pletikosa |  Spartak MoscowSPM | → | Tottenham HotspurTOT | Loan |
| 31 Aug 10 | R. van der Vaart Rafael van der Vaart | Real MadridMAD | → | Tottenham HotspurTOT | 8000000 |
| 22 Aug 10 | W. Gallas William Gallas | XXX | → | Tottenham HotspurTOT | Free |
| 20 Aug 10 | J. Obika Jonathan Obika | Tottenham HotspurTOT | → |  Crystal PalaceCRY | Loan |
| 20 Aug 10 | J. Obika Jonathan Obika | Tottenham HotspurTOT | → | Crystal PalaceCRY | Loan |
| 18 Aug 10 | D. Dervite Dorian Dervite | Tottenham HotspurTOT | → |  VillarrealVIL | Undisclosed |
| 18 Aug 10 | D. Dervite Dorian Dervite | Tottenham HotspurTOT | → | VillarrealVIL | Undisclosed |
| 13 Aug 10 | R. Mason Ryan Mason | Tottenham HotspurTOT | → |  Doncaster RoversDON | Loan |
| 13 Aug 10 | R. Mason Ryan Mason | Tottenham HotspurTOT | → | Doncaster RoversDON | Loan |
| 12 Aug 10 | A. Townsend Andros Townsend | Tottenham HotspurTOT | → | Ipswich TownIPS | Loan |
| 12 Aug 10 | D. Parrett Dean Parrett | Tottenham HotspurTOT | → |  Plymouth ArgylePLY | Loan |
| 12 Aug 10 | A. Townsend Andros Townsend | Tottenham HotspurTOT | → | Ipswich TownIPS | Loan |
| 06 Aug 10 | J. Bostock John Bostock | Tottenham HotspurTOT | → |  Hull CityHUL | Loan |
| 06 Aug 10 | J. Bostock John Bostock | Tottenham HotspurTOT | → | Hull CityHUL | Loan |
| 05 Aug 10 | A. Taarabt Adel Taarabt | Tottenham HotspurTOT | → | Queens Park RangersQPR | Undisclosed |
| 05 Aug 10 | A. Taarabt Adel Taarabt | Tottenham HotspurTOT | → | Queens Park RangersQPR | Undisclosed |
| 05 Aug 10 | O. Jansson Oscar Jansson | Tottenham HotspurTOT | → |  Northampton TownNHT | Loan |
| 03 Aug 10 | D. Button David Button | Tottenham HotspurTOT | → | Plymouth ArgylePLY | Loan |
| 01 Jul 10 | L. Butcher Lee Butcher | Tottenham HotspurTOT | → | Leyton OrientLEY | Free |
| 21 Jun 10 | S. Cox Sam Cox | Tottenham HotspurTOT | → |  BarnetBAR | Free |
| 11 Feb 10 | J. Obika Jonathan Obika | Tottenham HotspurTOT | → |  MillwallMIL | Loan |
| 01 Feb 10 | R. Keane Robbie Keane | Tottenham HotspurTOT | → |  CelticCEL | Loan |
| 01 Feb 10 | K. Naughton Kyle Naughton | Tottenham HotspurTOT | → |  MiddlesbroughMID | Loan |
| 01 Feb 10 | K. Naughton Kyle Naughton | Tottenham HotspurTOT | → | MiddlesbroughMID | Loan |
| 01 Feb 10 | R. Keane Robbie Keane | Tottenham HotspurTOT | → | CelticCEL | Loan |
| 01 Feb 10 | A. Hutton Alan Hutton | Tottenham HotspurTOT | → |  SunderlandSUN | Loan |
| 01 Feb 10 | T. Archibald-Henville Troy Archibald-Henville | Tottenham HotspurTOT | → |  Exeter CityEXE | Undisclosed |
| 30 Jan 10 | Y. Kaboul Younes Kaboul |  PortsmouthPOR | → | Tottenham HotspurTOT | Undisclosed |
| 29 Jan 10 | J. O'Hara Jamie O'Hara | Tottenham HotspurTOT | → | PortsmouthPOR | Loan |
| 28 Jan 10 | E. Gudjohnsen Eidur Gudjohnsen |  AS MonacoMON | → | Tottenham HotspurTOT | Loan |
| 28 Jan 10 | E. Gudjohnsen Eidur Gudjohnsen | AS MonacoMON | → | Tottenham HotspurTOT | Loan |
| 27 Jan 10 | G. Dos Santos Giovani Dos Santos | Tottenham HotspurTOT | → |  GalatasarayGAL | Loan |
| 19 Jan 10 | S. Cox Sam Cox | Tottenham HotspurTOT | → |  Torquay UnitedTQU | Loan |
| 14 Jan 10 | A. Townsend Andros Townsend | Tottenham HotspurTOT | → |  Milton Keynes DonsMKD | Loan |
| 13 Jan 10 | T. Pekhart Tomás Pekhart | Tottenham HotspurTOT | → | FJXFK Jablonec 97 FK Jablonec 97 | Free |
| 08 Jan 10 | J. Livermore Jake Livermore | Tottenham HotspurTOT | → |  Peterborough UnitedPET | Loan |
| 08 Jan 10 | J. Livermore Jake Livermore | Tottenham HotspurTOT | → | Peterborough UnitedPET | Loan |